The Paperboy, Chapter 4: Pool Party Provides A Wet Playground


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As soon as I heard that two of my paper route customers would be gone, I put in motion plans for a clothing-optional pool party at one of their mansions overlooking the Mighty Mississippi River. This would not be the first time, but with many of our group getting ready to go off to college soon, I was hoping this would be one for the ages.

I was reeling from the incest fantasy fuck with Mrs. Candace Johnson when she told me her house and that of her parents down the lane would be vacant for a while and asked me to keep an extra close eye on their properties. She gave me a key to both houses “just in case.” I don’t think she had a clue what a group of horny teens would be doing while she and her parents were away, or how much sperm would be spilled in and by their pool.

The night of the event—start time: 12 a.m. to ensure maximum privacy—the full moon was out and offered some sexy lighting for the festivities. Guests had been selected carefully: a mix of young men and women from our little Iowa town who were open to all kinds of sex games.

One of the first to arrive was Jim, an 18-year-old African American. He brought along his seventeen-year-old sister – who had a perfect ass and was one of the best cock suckers in school. Jim was sure to attract the attention of the girls – his cock was massive, and his tongue was legendary. I was jealous the way girls fawned over him, but there was more than enough pussy to go around.

I was naked in the shallow end of the pool, letting the warm water relax my ball sac. My cock was semi-hard as I watched friends arrive and strip. What a fucking sight. Some quickly paired off and started their carnal activities. Others sat back and watched, often stroking or fingering themselves as they got into the mood. I marveled at all the teen ass, tits, and cock! My dick was at full attention, the helmet sticking out of the glistening moonlit water.

On the steps leading into the pool, a blonde named Cyndi was lounging, her tits floating above the water, her hairy pubes being washed by the waves. I couldn’t tell who it was, but there was a head between her legs, a tongue lapping at her clitoris. She moaned softly as her male friend worked hard to get her off.

“Good tongue, you stud,” she whispered, grabbing the young man’s head, and keeping it firmly in place between her legs. “Keep sucking my clit. I’m ready to cum.”

Cyndi’s back arched and her ass came out of the water, her tits heaving as she gasped for breath.

“Fuck me. Fuck me, Dave,” she said, and I realized it was Dave Jones lapping at her pussy. He was a newcomer to the skinny-dipping parties, but obviously not a newcomer to cunnilingus. I loved looking at his tight ass and dangling balls as he stood up in the mater and pushed his face harder into Cyndi’s crotch.

As Cyndi relaxed, the waves of orgasm receding, and Dave stood up, his cock pointing straight out at her body below him. He grabbed the girth and began to stroke it.

“OK, my fair lady, take me cum. Here is my cum for youuu,” he said, the gooey white cream spraying from his helmet and onto her buoyant breasts. Lust crossed his face, and he exhaled with a force that matched the semen shooting from his dick. The water washed cum away and the couple collapsed on the steps together. They kissed and Dave’s cock twitched. The night was young.

Out of the corner of my eye, I watched Steve and Pam walk into the pool area arm in arm. Ever since the fuckfest in my tent, they have been inseparable, and I’d lost a good jerk-off buddy. But they were happy, so I was glad for them. Coming in right behind the young lovebirds was a special treat: Steve’s older sister, Linda, who had not yet left for her junior year in college.

Linda was tall, dark-haired, and built. Her natural tits were double D cups, and her ass was round and tight. Steve told me the two of them played around when they were both coming of age, and he knew she’d love a naked pool party. I got out of the pool to welcome them. My cock pulsing as the trio stripped and I saw Linda’s bare tits and hairy pussy for the first time.

“Hey, Tom,” Linda said, staring at my erect penis. “Thanks for inviting us … I’ve been hot all day long and the pool looks so inviting.” She took a few steps toward the pool, and I watched her round, firm ass sway and disappear into the cool liquid. My dick jumped and I felt compelled to follow along.

“Oh, Steve, and Pam, glad you two could make it,” I said before I left them alone. “Make yourself at home and maybe make some new friends.”

Pam, the nipples upon her tiny tits sticking straight out, gave me a wink and said, “I want to make as many friends as I can. If you know what a mean.”

Steve looked at her as she wandered toward two guys who were flirting with a buxom redhead on the lounge chairs. Pam was on her knees between one of the dude’s legs in short order. As I reached the pool and followed Linda into the wetness, Pam had a cock in her mouth and the other girl was playing with her pussy. Steve was off in search of a drink or something else to put in his mouth.

Linda dove underwater to wet her hair and surfaced before falling into a backstroke and signaling for me to follow her to the other side of the pool, away from the teen-age cavorting.

“Steve tells me you suck a pretty good cock,” Linda said, surprising me with her knowledge of Steve’s and my boy-on-boy play. “I wonder if you can suck a pussy just as well.”

With that, she lifted herself out of the water and rested her lovely ass on the edge. Her black pubic hair was matted, and her pink lips were beginning to show signs of excitement. I approached her, stroking my cock under the water, feeling its continued swelling.

“There is only one way to find out, you little tease,” I said to Linda, and I stopped between her legs, the helmet of my cock just above water level. “Does your little brother suck your clit, or do you save that for his friends?”

Before she could answer, I dove into her muff and all that came out of her mouth was a gasp.

“Ahh, ohh,” she moaned as she reached for my head, running her fingers through my locks. “Yes, right there, Tommy Boy.” She pushed her crotch toward my face, and I assaulted her private region, pistoning my tongue at her clitoris and sliding my fingers up and down her slick labia.

I could hear other couples doing their business and it only made me hornier. I was licking a college girl who I had watched grow up. It was hotter than I ever imagined, and my cock felt massively hard. Her musky flavor and the dank scent of her asshole were fuel for my lustful oral attack. I licked, I flicked, I pushed one, two, three fingers as deep inside as they would go.

“Tom, oh fuck!” Linda cried. “You are so good. This is so fucking good.”

I was surprised when she pushed my head away, but Linda had a plan.

“Get up here, you pussy licker. Get up here and let me have that cock,” she said.

I got out of the pool and got down on my back, letting Linda climb aboard and lower her pussy into my face, the globes of her ass directly above my eyes. I felt her grab my eight-inch hardness and slide it into her mouth. I pulled her cheeks apart and stared at her clitoris, her blood-engorged pussy lips, and her dark, tight anus. I pushed my cock deeper into her mouth.

“You lovely bitch,” I said as I swelled to an even harder state. “Linda, fuck, this is so good.”

I returned to lapping at her crotch, sliding my tongue from ass to clitoris and back. I rubbed her magic button with my fingers and darted my tongue into her anus, tasting a bitterness that sent signals to my balls to erupt.

“Oh shit,” I said as I felt my orgasm approaching. “I am going to lose it, Linda. Oh, baby, I am going to give you a fucking load.”

She couldn’t speak, but I heard her moan, and then scream, still with my cock in her mouth. Her hips thrust upward, and her legs closed around my head. She was rotating her midsection for maximum pressure on her pleasure center. I pushed two fingers deep into her tight asshole, feeling the velvety tightness. Another two fingers reached into the pulsating depths of her pussy, rubbing the sides and pulling on her clit. Another grunt escaped from her mouth. I felt her spasms gripping my fingers and a flood of cunt lube poured onto my face. We were going off at the same time.

“Ahh,” I said as the semen flew from my balls, up my urethra, and into her hot mouth. String after string of sticky goo went shooting out of my member and down Linda’s throat. Exhausted, I let my ass rest on the pool deck, but my balls continued to rock. My dick head continued to leak sperm, and I could feel Linda’s tongue savoring every last drop.

My cock came out of her mouth and my co-ed finally spoke.

“Oh my god, Tom. What a fucking oral star you are. We must do this again.”

I wasn’t going to disappoint her, but I hope she wasn’t talking about tonight. There was lots of pussy and ass to be had at this little party. And I wanted to sample as much as I could.

“Well, Linda,” I said, “next time we have a sleepover and you are in town, you are invited to join your brother and me in the tent. I’ve never seen a brother and sister fuck before.”

“And I’ve never had two boys in me at once,” she said, slipping into the pool to clean herself.